Asymmetric electrophilic fluorocyclization with carbon nucleophiles.

Twist of 'F'ate: Various helical-shaped fluorinated tetracyclic molecules were prepared by fluorocarbocyclization of prochiral alkenes. The development of a new class of chiral Selectfluor (1) proved instrumental in developing an asymmetric variant of this transformation. These novel chira...

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Bibliographic Details
Main Authors: Wolstenhulme, JR, Rosenqvist, J, Lozano, O, Ilupeju, J, Wurz, N, Engle, K, Pidgeon, G, Moore, P, Sandford, G, Gouverneur, V
Format: Journal article
Language:English
Published: 2013
Description
Summary:Twist of 'F'ate: Various helical-shaped fluorinated tetracyclic molecules were prepared by fluorocarbocyclization of prochiral alkenes. The development of a new class of chiral Selectfluor (1) proved instrumental in developing an asymmetric variant of this transformation. These novel chiral N-F reagents are readily accessible by fluorine transfer from shelf-stable N-fluoropyridinium salts. Copyright © 2013 WILEY-VCH Verlag GmbH and Co. KGaA, Weinheim.